CAS 197142-34-0

(1R,3S,5R)-2-[(2-methylpropan-2-yl)oxycarbonyl]-2-azabicyclo[3.1.0]hexane-3-carboxylic acid

Description:

The chemical substance known as "(1R,3S,5R)-2-[(2-methylpropan-2-yl)oxycarbonyl]-2-azabicyclo[3.1.0]hexane-3-carboxylic acid," with the CAS number 197142-34-0, is a bicyclic compound featuring a nitrogen atom within its structure, characteristic of azabicyclic compounds. This substance exhibits a complex stereochemistry, indicated by its specific configuration at multiple chiral centers, which can significantly influence its biological activity and interactions. The presence of a carboxylic acid functional group suggests potential acidity and reactivity, while the ester moiety (from the isobutyloxycarbonyl group) may impart lipophilicity, affecting solubility and permeability. Such compounds are often of interest in medicinal chemistry due to their potential as pharmacological agents. The bicyclic framework can contribute to conformational rigidity, which is advantageous in drug design for optimizing receptor binding. Overall, this compound's unique structural features and functional groups make it a candidate for further investigation in various chemical and biological applications.

Formula: C₁₁H₁₇NO₄

Synonyms:

• (1R,3S,5R)-2-tert-butoxycarbonyl-2-azabicyclo[3.1.0]hexane-3-carboxylic acid
• (1R,3S,5R)-2-aza-bicyclo[3.1.0]hexane-2,3-dicarboxylic acid 2-tert-butyl ester
• (4R,5R)-metano-N-Boc-L-proline
• N-Boc-L-trans-4,5-methanoproline

2-Azabicyclo[3.1.0]hexane-2,3-dicarboxylic acid, 2-(1,1-dimethylethyl) ester, (1R,3S,5R)-

CAS: 197142-34-0

Formula: C₁₁H₁₇NO₄

Purity: 97%

Color and Shape: Solid

Molecular weight: 227.2570

Ref: IN-DA002AM7

(1R,3S,5R)-2-(tert-Butoxycarbonyl)-2-azabicyclo[3.1.0]hexane-3-carboxylic acid

CAS: 197142-34-0

(1R,3S,5R)-2-(tert-Butoxycarbonyl)-2-azabicyclo[3.1.0]hexane-3-carboxylic acid

Purity: 97%

Molecular weight: 227.26g/mol

Ref: 54-OR1007596

Saxagliptin Impurity 42

CAS: 197142-34-0

Formula: C₁₁H₁₇NO₄

Molecular weight: 227.26

Ref: 4Z-S-3255

(1R,3S,5R)-2-(tert-Butoxycarbonyl)-2-azabicyclo[3.1.0]hexane-3-carboxylic acid

CAS: 197142-34-0

Formula: C₁₁H₁₇NO₄

Purity: 95%

Color and Shape: Solid

Molecular weight: 227.26

Ref: 10-F321549

(1R,3S,5R)-2-(tert-Butoxycarbonyl)-2-azabicyclo[3.1.0]hexane-3-carboxylic Acid

Controlled Product

CAS: 197142-34-0

Applications 1R,3S,5R)-2-(tert-Butoxycarbonyl)-2-azabicyclo[3.1.0]hexane-3-carboxylic Acid acts as a reagent in the preparation of fused bicycles end-capped with peptide derivatives as HCV inhibitors. Synthesis of (tert-butoxycarbonyl)azabicyclohexanecarboxylic acid via stereoselective cyclopropanation of pyrroline
References Wang, G., et al.: Tetrahedron Lett., 54, 6722 (2013); Belema, M., et al.: From U.S. Pat. Appl. Publ. (2012), US 20120195857 A1 20120802

Formula: C₁₁H₁₇NO₄

Color and Shape: Neat

Molecular weight: 227.26

Ref: TR-B201955

(1R,3S,5R)-2-(tert-Butoxycarbonyl)-2-azabicyclo[3.1.0]hexane-3-carboxylic Acid

CAS: 197142-34-0

(1R,3S,5R)-2-(tert-Butoxycarbonyl)-2-azabicyclo[3.1.0]hexane-3-carboxylic Acid is a stereoselective and scalable synthesis of (1R,3S,5R)-2-(tert-butoxycarbonyl)-2-azabicyclo[3.1.0]hexane-3-carboxylic acid that can be synthesized in a two step sequence with high yield and high stereoselectivity. The cyclopropanation of the carboxylate group with allyl bromide provides the desired product in good yield and high selectivity (>90% ee).

Formula: C₁₁H₁₇NO₄

Purity: Min. 95%

Molecular weight: 227.26 g/mol

Ref: 3D-XHA14234

Saxagliptin Impurity 54

CAS: 197142-34-0

Formula: C₁₁H₁₇NO₄

Molecular weight: 227.26

Ref: ST-EA-CP-S19069